CH235570A - Process for the preparation of a new benzimidazole derivative. - Google Patents

Process for the preparation of a new benzimidazole derivative.

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Publication number
CH235570A
CH235570A CH235570DA CH235570A CH 235570 A CH235570 A CH 235570A CH 235570D A CH235570D A CH 235570DA CH 235570 A CH235570 A CH 235570A
Authority
CH
Switzerland
Prior art keywords
sulfuric acid
benzimidazole derivative
ethylene
preparation
new
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH235570A publication Critical patent/CH235570A/en

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Description

  

  Verfahren zur Herstellung eines neuen     Benzimidazolderivates.       Es     wurde    gefunden, dass man zu einem  neuen     Benzimidazolderivat    gelangt, wenn  man ein     Sulfonierungsmittel    auf     a,ss-Di-          [benzimidazyl-(2)]-äthylen    einwirken lässt.  



  Als     Sulfonierungsmittel        kann    man z. B.       Schwefelsäuremonohydrat,        Schwefeltrioxyd     enthaltende     -Schwefelsäure,    ferner     Chlorsul-          fonsäure    verwenden.  



  Die     Sulfonierung    wird zweckmässig in der  Weise ausgeführt, dass man das     a,ss-Di-[benz-          imidazyl-(2)l-äthylen    in     Schwefelsäuremono-          hydrat    bei Raumtemperatur löst, Schwefel  trioxyd enthaltende Schwefelsäure zugibt und  die Umsetzung bei 50-100 , zweckmässig bei  70-80 , zu Ende führt, d. h. bis das Produkt  in Wasser löslich geworden ist.  



  Das     Natriumsalz    des neuen     Erzeugnisses     stellt ein helles Pulver dar, dessen     wässrige     Lösung am Tageslicht oder im ultravioletten  Licht blauviolett fluoresziert. Es kann als       Tegtilhilfsstoff,    z. B. als optisches Bleich  mittel,     Anwendung    finden.         Beispiel:     45 Teile     a,ss-Di-[benzimidazyl-(2)l-äthy-          len    werden in 450 Teilen     Schwefelsäuremono-          hydrat    bei     20=30     gelöst.

   Dazu werden 140  Teile rauchende Schwefelsäure, enthaltend       241/110        .Schwefeltrioxyd,    getropft, wobei man  die Temperatur bis 70  steigen lässt. Man  rührt bei     70-80 ,        bis    eine Probe in     soda-          alkalischem    Wasser sich klar auflöst, lässt  abkühlen, giesst auf Eiswasser, filtriert die  abgeschiedene     Sulfonsäure    ab und wäscht mit  Wasser neutral. Der Filterrückstand wird       mit    Wasser verrührt, mit Soda neutral ge  stellt und die Lösung zur Trockne einge  dampft. Man erhält     ein    helles Pulver, das in  Wasser löslich ist.

   Die - verdünnte,     wässxige     Lösung fluoresziert am Tageslicht oder im  ultravioletten Licht     blauviolett.  



  Process for the preparation of a new benzimidazole derivative. It has been found that a new benzimidazole derivative is obtained if a, ss-di- [benzimidazyl- (2)] -ethylene is allowed to act on a, ss-di- [benzimidazyl- (2)] -ethylene.



  The sulfonating agent can be, for. B. sulfuric acid monohydrate, sulfur trioxide containing -sulfuric acid, also use chlorosulphonic acid.



  The sulfonation is expediently carried out in such a way that the α, ß-di- [benzimidazyl- (2) l-ethylene is dissolved in sulfuric acid monohydrate at room temperature, sulfuric acid containing sulfur trioxide is added and the reaction is carried out at 50-100, expediently at 70-80, ends, d. H. until the product has become soluble in water.



  The sodium salt of the new product is a pale powder, the aqueous solution of which fluoresces blue-violet in daylight or in ultraviolet light. It can be used as a Tegtilhilfsstoff, z. B. as an optical bleach medium, find application. Example: 45 parts of a, ss-di- [benzimidazyl- (2) l-ethylene are dissolved in 450 parts of sulfuric acid monohydrate at 20 = 30.

   140 parts of fuming sulfuric acid, containing 241/110 sulfur trioxide, are added dropwise, the temperature being allowed to rise to 70. The mixture is stirred at 70-80 until a sample dissolves clearly in soda-alkaline water, allowed to cool, poured onto ice water, the separated sulfonic acid is filtered off and washed neutral with water. The filter residue is stirred with water, made neutral with soda and the solution is evaporated to dryness. A light-colored powder is obtained which is soluble in water.

   The - diluted, aqueous solution fluoresces blue-violet in daylight or in ultraviolet light.

Claims (1)

PATENTANSPRUCH: Yrerfahren zur Herstellung eines neuen Benzimidazolderivates, dadurch gekennzeich net, dass man ein .Sulfönierungsmittel auf a,ss-Di-[benzimidazyl-(2)]äthylen einwirken lässt. Das Natriumsalz des neuen Erzeugnisses stellt ein helles Pulver dar, dessen wässrige Lösung am Tageslicht oder im ultravioletten Licht blauviolett fluoresziert. Es kann als Textilhilfsstoff, z. B. als optisches Bleichmit tel, Anwendung finden. PATENT CLAIM: Yrerfahren for the production of a new benzimidazole derivative, characterized in that a .Sulfonating agent is allowed to act on a, ss-di- [benzimidazyl- (2)] ethylene. The sodium salt of the new product is a pale powder, the aqueous solution of which fluoresces blue-violet in daylight or in ultraviolet light. It can be used as a textile auxiliary, e.g. B. as optical Bleichmit tel, use. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man a,ss-Di-[benzimid- azyl-(2)]-ätylen in .Schwefelsäuremonohydrat löst, mit Sch-v##efeltrioxyd enthaltender Schwe felsäure versetzt und bis zur Löslichkeit in Wasser auf 50-100 erwärmt. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that a, ss-di- [benzimid-azyl- (2)] -ethylene is dissolved in .Sulfuric acid monohydrate, sulfuric acid containing sulfuric acid is added and until it is soluble in water heated to 50-100.
CH235570D 1943-10-28 1942-12-23 Process for the preparation of a new benzimidazole derivative. CH235570A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH235570T 1943-10-28

Publications (1)

Publication Number Publication Date
CH235570A true CH235570A (en) 1944-12-15

Family

ID=4459013

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235570D CH235570A (en) 1943-10-28 1942-12-23 Process for the preparation of a new benzimidazole derivative.

Country Status (1)

Country Link
CH (1) CH235570A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3148187A (en) * 1962-01-22 1964-09-08 Eastman Kodak Co Sulfonated cyanine and merocyanine dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3148187A (en) * 1962-01-22 1964-09-08 Eastman Kodak Co Sulfonated cyanine and merocyanine dyes

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